(+)-Robillapyrone

Details

• Internal ID: 2b56806c-b163-4518-8b9b-99b84e71ad43
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[(2R)-2-hydroxydodecan-2-yl]-4-methoxy-2-oxopyran-3-carboxylic acid
• InChI: InChI=1S/C19H30O6/c1-4-5-6-7-8-9-10-11-12-19(2,23)15-13-14(24-3)16(17(20)21)18(22)25-15/h13,23H,4-12H2,1-3H3,(H,20,21)/t19-/m1/s1
• InChI Key: RPECGQUUQOMBBL-LJQANCHMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.20423867 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

• 6-[(2R)-2-hydroxydodecan-2-yl]-4-methoxy-2-oxopyran-3-carboxylic acid
• 6-((2R)-2-Hydroxydodecan-2-yl)-4-methoxy-2-oxo-2H-pyran-3-carboxylate
• 6-((2R)-2-hydroxydodecan-2-yl)-4-methoxy-2-oxopyran-3-carboxylic acid
• 6-[(2R)-2-Hydroxydodecan-2-yl]-4-methoxy-2-oxo-2H-pyran-3-carboxylate
• RefChem:67503
• CHEBI:226683

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9291	92.91%
Caco-2	+	0.5573	55.73%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8258	82.58%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	-	0.2160	21.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5533	55.33%
P-glycoprotein inhibitior	-	0.7050	70.50%
P-glycoprotein substrate	-	0.6694	66.94%
CYP3A4 substrate	-	0.5303	53.03%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.5936	59.36%
CYP2C9 inhibition	-	0.8473	84.73%
CYP2C19 inhibition	-	0.7474	74.74%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.6285	62.85%
CYP2C8 inhibition	+	0.5459	54.59%
CYP inhibitory promiscuity	-	0.9604	96.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9015	90.15%
Carcinogenicity (trinary)	Non-required	0.7265	72.65%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.6514	65.14%
Skin irritation	-	0.7359	73.59%
Skin corrosion	-	0.9425	94.25%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6117	61.17%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.8730	87.30%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5571	55.71%
Acute Oral Toxicity (c)	II	0.3925	39.25%
Estrogen receptor binding	+	0.7286	72.86%
Androgen receptor binding	+	0.6780	67.80%
Thyroid receptor binding	+	0.5523	55.23%
Glucocorticoid receptor binding	+	0.7336	73.36%
Aromatase binding	+	0.6480	64.80%
PPAR gamma	+	0.8598	85.98%
Honey bee toxicity	-	0.9696	96.96%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6199	61.99%
Fish aquatic toxicity	+	0.9670	96.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.30%	83.82%
CHEMBL2581	P07339	Cathepsin D	96.75%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.97%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.73%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.47%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	91.71%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.27%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.19%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.68%	96.95%
CHEMBL1811	P34995	Prostanoid EP1 receptor	83.08%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.47%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	80.96%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589514
• LOTUS: LTS0011476
• wikiData: Q105242635